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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1249928Generated: October 30, 2026

Diisopropylcarbodiimide → HCID 131723068, compound

https://huagongshe.com/reaction/1249928

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylcarbodiimideHCID 12734—
Reactant(S)-2-((tert)-Butoxycarbonyl)amino)butanoic acidHCID 2755934—
ReactantMethyl 4-chloro-2,3-dihydro-1H-indole-2-carboxylateHCID 76478983—
SolventDichloromethaneHCID 6344—
ProductHCID 131723068HCID 131723068—

Reaction Steps

To a solution of 4-chloroindoline-2(R/S)-carboxylic acid methyl ester (0.41 g, 1.94 mmol) and N-t-butoxycarbonyl-2(S)-aminobutyric acid (0.47 g, 2.33 mmol) dissolved in dried dichloromethane(10 ml) under nitrogen at 10° C., was added diisopropylcarbodiimide (0.36 ml, 2.33 mmol). The mixture was stirred at room temperature for 24 hours, then filtered. The filtrate was evaporated under vacuum to afford a brown solid which was purified by column chromatography on silica gel using 20:1 dichloromethane: diethyl ether as eluent. A white foam was obtained which was the mixture of two diastereomers.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06335360B1
Source datasetuspto-grants-2002_01
ORD IDord-d1ea921e0ab44aa0bc07035a57c1c4dd
Source noteuspto-grants-2002_01